CH299206A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH299206A CH299206A CH299206DA CH299206A CH 299206 A CH299206 A CH 299206A CH 299206D A CH299206D A CH 299206DA CH 299206 A CH299206 A CH 299206A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- monoazo dye
- red
- acid
- preparation
- Prior art date
Links
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- -1 amylphenyl ester Chemical class 0.000 claims 1
- 150000008049 diazo compounds Chemical class 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 230000036647 reaction Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
verfaluen zur Herstellung eines Monoazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Monoazofarb- stoffes. Das Verfahren ist dadurch gekenn zeichnet, dass man die biazoverbindung von 2-Amino-4-ehlor-1,
1'-diphenylsulfid - 4'- sulfon- säure-p-tert.amylphenylester in saurem Me dium mit 2-Amino-8-oxy-naphthalin-6-sulfon- säure kuppelt.
Der erhaltene neue Monoazofarbstoff stellt ein dunkelrotes Pulver dar, das sich in heissem Wasser mit roter und in konz. Schwefelsäure mit blau@doletter Farbe löst und Wolle aus neutralem oder schwach saurem Bade in blau stichig roten Tönen färbt.
<I>Beispiel:</I> 46,1 Teile 2-Amino-4-chlor-1,1'-diphenyl- sulfid-4'-sulfonsäure-p -tert.amylphenylester werden mit 25 Teilen 30 /oiger Salzsäure und 25 Teilen Wasser verrieben und mit 6,9 Tei len Natriumnitrit wie üblich diazotiert. Zu der kalten Diazolösung lässt man eine schwach lackmussauer reagierende Lösung des Natron salzes von 23,
9 Teilen 2-Amino-8-öxy-naphtha- lin-6-sulfonsäure in 35 Teilen Wasser fliessen. Die Kupplung beginnt bei kongosaurer Reak tion und wird durch Zutropfen von Natrium acetatlösung beendet. Der erhaltene Monoazo- farbstoff der Formel
EMI0001.0036
wird nach Einstellen auf sodaalkalische Reak tion der Kupplungsflüssigkeit abgesaugt und getrocknet.
Er stellt ein dunkelrotes Pulver dar, das sich in heissem Wasser mit roter und in konz. Schwefelsäure mit blauvioletter Farbe löst: Der neue Farbstoff färbt Wolle aus neutra lem oder schwach saurem Bade in blaustichig roten Tönen von sehr guten Nassechtheiten.
fail to produce a monoazo dye. The subject of the present patent is a process for the production of a monoazo dye. The process is characterized in that the biazo compound of 2-amino-4-chloro-1,
1'-diphenyl sulfide - 4'-sulfonic acid p-tert-amylphenyl ester in acidic medium with 2-amino-8-oxynaphthalene-6-sulfonic acid couples.
The new monoazo dye obtained is a dark red powder, which in hot water with red and in conc. Sulfuric acid dissolves with blau @ doletter paint and dyes wool from neutral or weakly acidic baths in blue, red tones.
<I> Example: </I> 46.1 parts of 2-amino-4-chloro-1,1'-diphenyl sulfide-4'-sulfonic acid p-tert-amylphenyl ester are mixed with 25 parts of 30% hydrochloric acid and 25 parts Parts of water triturated and diazotized as usual with 6.9 parts of sodium nitrite. To the cold diazo solution is added a solution of the soda salt of 23,
9 parts of 2-amino-8-oxy-naphthalin-6-sulfonic acid flow in 35 parts of water. The coupling begins with Congo acid reac tion and is terminated by the dropwise addition of sodium acetate solution. The resulting monoazo dye of the formula
EMI0001.0036
is sucked off and dried after adjusting to soda-alkaline reac tion of the coupling fluid.
It is a dark red powder that dissolves in hot water with red and in conc. Sulfuric acid with a blue-violet color dissolves: The new dye dyes wool from neutral or weakly acidic baths in bluish red shades with very good wet fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH299206T | 1951-05-15 | ||
| CH295676T | 1951-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH299206A true CH299206A (en) | 1954-05-31 |
Family
ID=25733634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH299206D CH299206A (en) | 1951-05-15 | 1951-05-15 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH299206A (en) |
-
1951
- 1951-05-15 CH CH299206D patent/CH299206A/en unknown
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